ArticleChemical communications (Cambridge, England)2015
C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.
Article in Chemical communications (Cambridge, England), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
What it found
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Who cites it
13 citing papers in PubMed, 43 citations in OpenAlex.
- Acid-Promoted Redox-Annulation toward 1,2-Disubstituted-5,6-dihydropyrrolo[2,1-α]isoquinolines: Synthesis of the Lamellarin Core.ACS omega · 2022Article
- Article
- C-H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods.SynOpen (2017) · 2021Article
- Redox-Annulations of Cyclic Amines withOrganic letters · 2020Article
- Traceless Redox-Annulations of Alicyclic Amines.SynOpen (2017) · 2020Article
- β-Selective Aroylation of Activated Alkenes by Photoredox Catalysis.Angewandte Chemie (International ed. in English) · 2019Article
- Redox-Annulations of Cyclic Amines with Electron-Deficient o-Tolualdehydes.Organic letters · 2019Article
- Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.Organic letters · 2018Article
- Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes.Organic letters · 2018Article
- Synthesis of Polycyclic Imidazolidinones via Amine Redox-Annulation.Organic letters · 2017Article
- Decarboxylative Annulation of α-Amino Acids with γ-Nitroaldehydes.Organic letters · 2016Article
- Redox-Annulation of Cyclic Amines and β-Ketoaldehydes.Organic letters · 2016Article
- An Ugi Reaction Incorporating a Redox-Neutral Amine C-H Functionalization Step.Organic letters · 2016Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 2 countries.
Funding
Abstract
Cyclic amines such as pyrrolidine and 1,2,3,4-tetrahydroisoquinoline undergo redox-annulations with α,β-unsaturated aldehydes and ketones. Carboxylic acid promoted generation of a conjugated azomethine ylide is followed by 6π-electrocylization, and, in some cases, tautomerization. The resulting ring-fused pyrrolines are readily oxidized to the corresponding pyrroles or reduced to pyrrolidines.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.